CH171033A - Process for the preparation of a nuclear-substituted 1.4.5.8-naphthalenetetracarboxylic acid. - Google Patents

Process for the preparation of a nuclear-substituted 1.4.5.8-naphthalenetetracarboxylic acid.

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Publication number
CH171033A
CH171033A CH171033DA CH171033A CH 171033 A CH171033 A CH 171033A CH 171033D A CH171033D A CH 171033DA CH 171033 A CH171033 A CH 171033A
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CH
Switzerland
Prior art keywords
acid
preparation
anhydride
substituted
nuclear
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Application number
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German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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Filing date
Publication date
Application filed by Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH171033A publication Critical patent/CH171033A/en

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Description

  

  Verfahren zur Darstellung einer kernsubstituierten  1.4. 5.     8-Naphthalintetracarbonsäure.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Darstellung einer kernsubsti  tuierten     1.4.5.8-Naphthalintetrakai-bonsäure,     dadurch gekennzeichnet, dass man     Acenaph-          thalsäure    chloriert und die so erhaltene Mono  chloracenaphthalsäure zur     Monochlornaphtha-          lin-1.4.5.8-tetralzarbonsäure    oxydiert.  



  <I>Beispiel:</I>  50 Gewichtsteile     Acenaphthalsäure    wer  den mit 100     Volumteilen        Phosphoroxychlorid,     100     Volumteilen        Sulfurylchlorid    und 2 Ge  wichtsteilen     Phosphorpentachlorid    etwa 10  Stunden unter Rühren auf<B>600</B> gehalten.  Gegen Ende der     Chlorierung    wird zur Er  leichterung des     Rührens    etwas Chloroform  zugesetzt. Nach dem Erkalten wird abge  saugt.  



  Die erhaltene     Monochloracenaphthalsäure     kristallisiert aus Eisessig in farblosen Nadeln  vom Schmelzpunkt     208-210'    C. 10 Ge-         wichtsteile    umkristallisierte     Chloracenaphthal-          säure    werden in Eisessig gelöst und allmäh  lich mit etwa 15 Gewichtsteilen     Chrom-          säureanbydrid    versetzt. Der nach Zusatz von  Wasser ausgeschiedene gelbe Produkt wird  in     Essigsäureanhydrid    siedend gelöst.

   Beim  Erkalten scheidet sich das     Anhydrid    der       lllonochlornaphthalin    -1. 4. 5. 8 -     tetrakarbon-          säure    in schwach gelblichen Prismen aus  (Schmelzpunkt über 300       C).    Der nach vor  liegendem Verfahren erhältliche Stoff soll  zur Darstellung von     Farbstoffen    Verwendung  finden.



  Process for the preparation of a nucleus-substituted 1.4. 5. 8-naphthalene tetracarboxylic acid. The subject of the present patent is a process for the preparation of a core-substituted 1.4.5.8-naphthalenetetrakalonic acid, characterized in that acenaphthalic acid is chlorinated and the monochloroacenaphthalic acid thus obtained is oxidized to monochloronaphthalin-1.4.5.8-tetralarboxylic acid.



  <I> Example: </I> 50 parts by weight of acenaphthalic acid are kept at <B> 600 </B> for about 10 hours with 100 parts by volume of phosphorus oxychloride, 100 parts by volume of sulfuryl chloride and 2 parts by weight of phosphorus pentachloride. Towards the end of the chlorination, some chloroform is added to facilitate stirring. After cooling, it is sucked off.



  The monochloroacenaphthalic acid obtained crystallizes from glacial acetic acid in colorless needles with a melting point of 208-210 ° C. 10 parts by weight of recrystallized chloroacenaphthalic acid are dissolved in glacial acetic acid and about 15 parts by weight of chromic anhydride are gradually added. The yellow product which separates out after the addition of water is dissolved in boiling acetic anhydride.

   When cooling down, the anhydride separates from the ilonochloronaphthalene -1. 4. 5. 8 - tetracarboxylic acid in pale yellowish prisms (melting point over 300 C). The substance obtainable according to the present process is intended to be used to represent dyes.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung einer kern substituierten 1.4.5.8-Naphthalintetrakar- bonsäure, dadurch gekennzeichnet, dass man Acenaphthalsäure chloriert und die so er haltene blonochloracenaphthalsäure zur Kono- chlornaphthalin - 1.4 . 5. 8 - tetrakarbonsäure oxydiert. PATENT CLAIM: Process for the preparation of a nuclear substituted 1.4.5.8-naphthalenetetracarboxylic acid, characterized in that acenaphthalic acid is chlorinated and the blonochloracenaphthalic acid obtained in this way is converted to conochloronaphthalene - 1.4. 5. 8 - tetracarboxylic acid oxidized. Das neue gelbe Produkt scheidet sich aus heissem Essigsäureanhydrid als Anhydrid der Monochlornaphthalin-1.4.5.8-tetrakarbon- säure in schwach gelblichen Prismen aus (Schmelzpunkt über<B>300'</B> C). UNTERANSPR tJCHE 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Chlorierung mit Phosphoroxychlorid und Sulfurylchlorid in Gegenwart von geringen Mengen Phos- phorpentachlorid bei einer Temperatur von etwa 60 a während etwa 10 Stunden bewirkt. 2. The new yellow product separates from hot acetic anhydride as anhydride of monochloronaphthalene-1.4.5.8-tetracarboxylic acid in pale yellowish prisms (melting point above <B> 300 '</B> C). SUB-CLAIM 1. Process according to claim, characterized in that the chlorination is effected with phosphorus oxychloride and sulfuryl chloride in the presence of small amounts of phosphorus pentachloride at a temperature of about 60 a for about 10 hours. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Oxydation mit Chromsäureanhydrid in Eisessig be wirkt. Process according to claim, characterized in that the oxidation is effected with chromic anhydride in glacial acetic acid.
CH171033D 1932-03-02 1933-03-01 Process for the preparation of a nuclear-substituted 1.4.5.8-naphthalenetetracarboxylic acid. CH171033A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE171033X 1932-03-02

Publications (1)

Publication Number Publication Date
CH171033A true CH171033A (en) 1934-08-15

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ID=5689230

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CH171033D CH171033A (en) 1932-03-02 1933-03-01 Process for the preparation of a nuclear-substituted 1.4.5.8-naphthalenetetracarboxylic acid.

Country Status (1)

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CH (1) CH171033A (en)

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